My understanding is this: the aim is to go as bold as possible, while remaining within the realms of good taste, and one should judge others according to how far they have been able to go while still remaining CM-stylish.
Therefore, that pleasant red tie with its barely-contrasting pattern, might be bold, but is easily tasteful. So scoring well on the second point, but perhaps not so well on the first i.e. it was easy to wear tastefully. I suspect my tie might score the other way around!